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$799,000
3 Beds ⋅ 4 Baths ⋅ 100581509 MLS
**Recent updates include a NEW roof, gutters, flashing, chimney caps, and HVAC system.** Tucked into the sought-after Weymouth Heights neighborhood, this timeless mid-century brick ranch offers a rare opportunity to create something truly special on a beautifully private 0.89-acre lot. Surrounded by mature trees and established landscaping, the setting feels serene and tucked away--yet you're just minutes from the charm of downtown Southern Pines with its local shops, restaurants, and coffee spots. Inside, the home showcases classic architectural elements of its era, including vaulted ceilings with exposed beams, expansive windows that bring the outdoors in, and original hardwood floors throughout much of the main living areas. Two oversized fireplaces - one wood-burning (currently used) and one gas - add to the home's warmth and character, while multiple spacious living areas, each with its own distinct feel offer flexibility for entertaining, relaxing, or reimagining the space to fit your vision. The layout features three generously sized bedrooms, and 3 full bathrooms. The kitchen and baths retain their original charm, including classic tile finishes, offering character today with the potential for future customization if desired. This property blends architectural charm with untapped potential. For the buyer who appreciates design, location, and the chance to make a home their own, this is a standout opportunity in one of Southern Pines' most desirable areas.

225 Arbutus Rd, Southern Pines

Courtesy of Keller Williams Pinehurst
$404,000
3 Beds ⋅ 3 Baths ⋅ 100581304 MLS
Situated on a private .83-acre lot backing to undeveloped wooded land, this thoughtfully renovated 1970s ranch offers a rare combination of privacy, character, and modern design in Southern Pines' established Highland Trails neighborhood. Surrounded by mature pines and natural Sandhills beauty, the property feels connected to its setting while remaining convenient to the amenities, shops, dining, and golf that define the area. Inside, the home blends mid-century inspiration with vibrant contemporary updates. Crisp white walls provide a bright backdrop for rich hickory hardwood flooring that flows throughout the home, while carefully curated pops of color add personality and visual interest at every turn. The kitchen combines function and style with striking lime-green glass tile, sleek white quartz countertops, warm walnut veneer cabinetry, and Bosch stainless steel appliances, including an induction cook top, built-in convection oven, and a versatile microwave that converts to a second convection oven. Just beyond, a Sputnik-style chandelier defines the dining area and complements the home's modern aesthetic. The spacious living room is filled with natural light from large bay windows, offering peaceful views of the surrounding landscape and creating a welcoming space for everyday living and entertaining. The primary suite enjoys serene views of the wooded backyard and includes an updated bath featuring a blue mosaic tile walk-in shower, floating vanity, and contemporary finishes. Two additional bedrooms are bright and airy, with large casement windows that bring in natural light and views of the surrounding pines. The guest bath continues the home's distinctive design approach with vibrant orange glass tile, penny-round flooring, and a floating vanity that adds both function and character. Outside, mature longleaf pines create a peaceful backdrop where wildlife is a regular part of daily life. Woodpeckers, bluebirds, cardinals, deer, and even the occasional eagle can often be spotted from the property, reinforcing the connection to the surrounding landscape. Combining architectural character, thoughtful updates, and a setting that is increasingly difficult to find, this Highland Trails home offers a distinctive ownership opportunity in one of Southern Pines' most established neighborhoods.

228 Heather Ln, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Everything Pines Partners LLC
$780,000
4 Beds ⋅ 4 Baths ⋅ 100428504 MLS
Nestled in the heart of Weymouth Heights, one of Southern Pines' most exquisite neighborhoods, lies 190 Halcyon Drive - a captivating, updated single-level ranch home that stands as a testament to the area and quality, mid-century construction. Set on a sprawling nearly 1-acre lot, this property is adorned with mature trees and meticulously crafted landscaping, with lots of natural beauty and a tranquil setting. In 2017, the home underwent a comprehensive renovation, introducing a host of modern updates and functional enhancements that breathe new life into its spaces. Inside, you're greeted by beautiful hardwood floors that pave the way through its thoughtfully designed layout. The heart of the home is undoubtedly its stunning kitchen, with nearby fireplace and breakfast area, boasting a beautiful layout that caters to both the avid cook and the entertainer. Adjacent to it, a formal dining or sitting room provides a versatile space for gatherings. The residence features a spacious master suite that promises a serene retreat with BRAND NEW remodeled bath (pro pics coming soon), complemented by a secondary master suite and two additional bedrooms, offering ample space and comfort for family and guests alike. 190 Halcyon Drive is more than just a home; it's a lifestyle offering that you won't want to miss.

190 Halcyon Dr, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Everything Pines Partners LLC
$335,000
4 Beds ⋅ 2 Baths ⋅ 100579679 MLS
GRAB THIS 4BR/2BA ESTATE FIXER IN SOUGHT-AFTER SOUTHERN PINES COUNTRY CLUB NEIGHBORHOOD NEAR DOWNTOWN BEFORE IT'S GONE! The mid-century ranch is positioned on a high & private .82 acre wonderland of azaleas, camelias & mature plantings for gardeners plus iconic old growth longleaf pines, several of which show evidence of being tapped for the turpentine industry in the 1800's. 24X32 covered pavilion, screened porch & patio for entertaining & relaxing. Circular drive provides plenty of parking for guests. Quiet neighborhood perfect for dog walking is convenient to Horse Country & Fort Bragg & within biking distance to Weymouth Center, Weymouth Woods & Downtown. Walk to the nearby Southern Pines Golf Club course which was designed by Donald Ross in 1906 & acquired & restored in 2020 by the Ross Group which owns Pine Needles & Mid Pines. The home features plenty of open space to spread out with kitchen/family room combination with fireplace, skylight & peninsula, opening to screened porch & fenced yard. Formal area includes living room/dining room combination with 2nd fireplace. Flex Room off kitchen with french doors & two closets is optional fourth bedroom, study, craft or exercise room. Original oak hardwoods under carpeting 3 BR's. With some renovation & imagination you can make this Southern Pines retreat something special!

195 Little Rd, Southern Pines

Courtesy of Innovate Real Estate and Auction, LLC.

Buyer Representative Coldwell Banker Advantage / Cameron
$442,000
3 Beds ⋅ 2 Baths ⋅ 100575197 MLS
This beautiful updated ranch is located in the heart of Southern Pines. The downtown home blends timeless architectural character with comfortable everyday living. Featuring warm natural materials, expansive windows, and a functional single-level layout, this home offers inviting living spaces filled with natural light. The three bedroom, two full bath property has two fireplaces, a garage, separate laundry room and a covered back patio within a fenced in yard. The functionality of the home is showcased through beautiful built-ins in bedrooms and the hallway closet. The backyard is a true oasis - sit out back and smell the jasmine while enjoying the privacy and charm of the mid century build aesthetic, all while being just moments from downtown Southern Pines dining, shopping, golf, and recreation.

390 E Indiana Ave, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Everything Pines Partners LLC
$2,080,000
4 Beds ⋅ 5 Baths ⋅ 10148279 MLS
Follow the winding, tree lined driveway to discover a breathtaking lakeside retreat nestled in the heart of Southern Pines horse country. This sprawling mid-century modern estate embodies the perfect blend of architectural elegance, natural beauty, and refined country living. Extensively renovated since 2021, every detail has been thoughtfully curated. Please see attached document for a complete list of enhancements. Experience lake-side luxury only minutes from downtown Southern Pines.

177 Cross Country Ln, Southern Pines

Seller Representative Pines Sotheby's International

Buyer Representative

$325,000
3 Beds ⋅ 3 Baths ⋅ LP741466 MLS
Located on the scenic Hyland Hills Golf Course—designed by Carolinas Golf Hall of Fame architect Tom Jackson—this spacious 4-bedroom home offers a unique blend of character, space, and potential. The Owner's Suite is conveniently located on the main floor, while three additional bedrooms upstairs provide privacy and comfort. Enjoy outdoor living with multiple spaces: a ground-level deck, two patios, a large second-floor deck, and a charming balcony—all perfect for relaxing or entertaining. Inside, you'll find a bright, tiled Carolina Room, a kitchen with an island and ample cabinetry, and mid-century modern touches throughout that add timeless appeal. The oversized garage is a hobbyist's dream, complete with two large attached workshops. Beautiful landscaping surrounds the property, enhancing its curb appeal. With great bones and endless potential, this home is ready for your updates and personal touch!

161 Lakeview Dr, Southern Pines

Seller Representative EXP REALTY LLC

Buyer Representative

$635,000
2 Beds ⋅ 3 Baths ⋅ LP733908 MLS
A rare opportunity in the highly desirable Knollwood Heights neighborhood! Single level, well maintained brick ranch with that Mid Century Modern feel nestled on 1.85 acres. The current owners partially remodeled the home in 2011 to include new windows, deck, sun room expansion and kitchen. This stately home offers amazing living & dining spaces, large bedrooms with private baths and two fireplaces. Outside you will find a beautifully landscaped yard with stone walkways, a saltwater pool tucked behind a white picket fence, and there is even a shuffleboard court for entertainment! The location cannot be beat, with short drives to both downtown Southern Pines and the Village of Pinehurst. Other updates include new pool liner and salt cell and new heat pump in 2023. Currently installed Viking Wall Oven and GE Advantium Oven are not working. Seller is offering a $5,000 credit to buyer towards new ovens. Termite Warranty in place with Canady's through October 2025.

375 Pee Dee Rd, Southern Pines

Seller Representative BH&G REAL ESTATE - LIFESTYLE PROPERTY PARTNERS

Buyer Representative

$1,075,000
4 Beds ⋅ 4 Baths ⋅ 100572642 MLS
Tucked away on a beautifully landscaped and private almost 1-acre lot in one of Southern Pines' most desirable neighborhoods, this stunning all-brick 1955 ranch perfectly blends timeless mid-century modern design with thoughtful modern updates. Surrounded by mature pines and just minutes from downtown Southern Pines, this property offers a rare combination of character, space, and resort-style outdoor living. Inside, you'll find light-filled living spaces, clean architectural lines, and an effortlessly stylish aesthetic throughout. The spacious layout includes a walk-out lower level featuring a large recreation room, full bathroom, additional bedroom, and laundry area, ideal for guests, multigenerational living, a home gym, or flexible bonus space. Step outside to your own private retreat complete with an inground pool, fenced backyard, sauna, screened porch, and multiple outdoor entertaining areas all designed to take full advantage of the serene setting. A gated driveway adds both privacy and curb appeal to this truly one-of-a-kind Southern Pines property.

565 S Valley Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Everything Pines Partners LLC
$2,080,000
4 Beds ⋅ 5 Baths ⋅ 100540752 MLS
Follow the winding, tree-lined driveway to discover a breathtaking lakeside retreat nestled in the heart of Southern Pines horse country. This sprawling mid-century modern estate embodies the perfect blend of architectural elegance, natural beauty, and refined country living. Extensively renovated since 2021, every detail has been thoughtfully curated. Please see the attached document for a complete list of enhancements. Experience lakeside luxury in the midst of horse country—where nature, architecture, and timeless design converge in perfect harmony.

177 Cross Country Ln, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative Front Runner Realty Group
$515,000
5 Beds ⋅ 4 Baths ⋅ 100551573 MLS
This custom mid-century home feels special the moment you arrive. The sidewalk entrance draws you in like a hidden oasis, and once inside, the character really shines—exposed wood beams, a sunken living room, and thoughtful details that give the home a warm, lived-in feel. The pull-down dry bar in the living room is a fun throwback that's perfect for hosting, and the two fireplaces add comfort and charm. Every space feels intentional, with custom features throughout that make this home anything but ordinary. With five bedrooms, there's room to spread out and make it your own. Two are full primary suites, including one with a private entrance that works perfectly as an in-law suite, guest space, or something more flexible. Outside, the partially covered patio is made for gathering, complete with a built-in pizza grill that feels like part of the home itself. A screened porch adds another place to relax and unwind. This is a house designed for real life—full of personality, space, and timeless style.

280 Midland Rd, Southern Pines

Courtesy of Realty World Properties of the Pines

Buyer Representative Pines Sotheby's International Realty
$514,000
3 Beds ⋅ 2 Baths ⋅ 100414859 MLS
This Knollwood Heights well-built 1963 Mid Century Brick Ranch has undergone a total RESTORATION. The charm has been preserved. The roof was installed in 2018 but ALL other operational systems have been replaced in 2023. (See Associated Docs for a complete breakdown of Operational and Cosmetic work completed). Included in the photos are some 'before pics'. Located in the Pine Needles, Mid Pines area, move in ready homes are hard to find. The home contains Red Oak & White Oak hardwoods throughout. Natural Gas has been set up for the tankless hot water heater, fireplace, and kitchen range. Kitchen cabinets and drawers are 'soft close'. New Windows, HVAC, Plumbing and Electric!!! There has been a thorough commitment to detail. Permits on hand. The .65-acre lot is spacious in the front and back yards with a level topography. Sitting across from the street from the walking trails of Whitehall and the Elizabeth Rounds Park, this location is near the center of everything important to today's buyer. Knollwood Heights is so centrally located to the Downtown area of So. Pines, Midland Rd. and Hwy 22. The owner/seller is a licensed real estate broker in N.C.

405 Swoope Dr, Southern Pines

Courtesy of Fore Properties

Buyer Representative Fore Properties
$585,000
3 Beds ⋅ 3 Baths ⋅ 100456675 MLS
This classic mid-century brick ranch in the heart of Weymouth Heights sits on a crowned .89-acre parcel and is now priced for the right discerning buyer who will want to make it their own and capture the spirit of the period the home was built. With 3088 sq' and 3 large bedrooms (each with its own full bath), 225 Arbutus is surrounded by beautiful hardwood floors and echoes of Frank Lloyd Wright with soaring cathedral ceilings in the living and family living areas. With the necessary improvements required the seller has adjusted his price and may entertain owner financing a portion of the purchase for a period of 24 months for an acceptable offer. Opportunity knocks at this Weymouth address and cultivating this home and property requires the right timing!

225 Arbutus Rd, Southern Pines

Courtesy of Fore Properties

Buyer Representative Keller Williams Pinehurst
$357,000
3 Beds ⋅ 2 Baths ⋅ 100480593 MLS
Welcome to 780 S Ridge Street, nestled on one of the most desirable streets in Southern Pines! Just minutes from Downtown's vibrant shopping and dining scene, this property backs up to a golf course, offering exceptional privacy. Featuring 3 bedrooms and 2 baths, this single-level home boasts a sought-after mid-century modern aesthetic. It's an investor's dream, ready to be transformed into a masterpiece. Don't miss the chance to unlock its full potential. This is all about location, location, location!

780 S Ridge St, Southern Pines

Courtesy of ChadHigby.com, LLC

Buyer Representative Carolina Property Sales
$325,000
3 Beds ⋅ 3 Baths ⋅ 100498801 MLS
Located on the scenic Hyland Hills Golf Course—designed by Carolinas Golf Hall of Fame architect Tom Jackson—this spacious 3 bedroom home with an office offers a unique blend of character, space, and potential. The Owner's Suite is conveniently located on the main floor, while three additional bedrooms upstairs provide privacy and comfort. Enjoy outdoor living with multiple spaces: a ground-level deck, two patios, a large second-floor deck, and a charming balcony—all perfect for relaxing or entertaining. Inside, you'll find a bright, tiled Carolina Room, a kitchen with an island and ample cabinetry, and mid-century modern touches throughout that add timeless appeal. The oversized garage is a hobbyist's dream, complete with two large attached workshops. Beautiful landscaping surrounds the property, enhancing its curb appeal. With great bones and endless potential, this home is ready for your updates and personal touch!

161 Lakeview Dr, Southern Pines

Courtesy of eXp Realty

Buyer Representative Everything Pines Partners LLC
$370,000
3 Beds ⋅ 2 Baths ⋅ 100455568 MLS
*Back on the Market at No Fault of the Seller* Stylish Mid-Century Cottage with Modern Updates in Downtown Southern Pines! Discover the perfect blend of classic charm and contemporary convenience at 280 W Delaware Ave. This beautifully updated mid-century cottage boasts new LVT floors that seamlessly complement the original hardwood floors throughout the home. Step into the welcoming main living area highlighted by the warmth of the hardwood floors. Upstairs, new mini-split HVAC systems ensure optimal comfort, while newly installed windows enhance energy efficiency and aesthetic appeal. Renovated bathrooms feature modern finishes for a touch of luxury, while the removal of popcorn ceilings and stucco walls brings a fresh and modern ambiance to every room. Outside, the fully fenced yard provides a private oasis for outdoor enjoyment, perfect for hosting gatherings or relaxing in the serene Southern Pines setting. Located in downtown Southern Pines, you'll be within walking distance to a myriad of amenities and attractions, including shopping, dining, and entertainment. This is your opportunity to own a remarkable property that perfectly blends style and functionality. Schedule a showing today and experience the charm of Southern Pines living at 280 W Delaware Ave!

280 W Delaware Ave, Southern Pines

Courtesy of Village Properties of Pinehurst LLC

Buyer Representative Lynette Williams Real Estate LLC
$845,805
4 Beds ⋅ 2 Baths ⋅ 100442702 MLS
Beautiful mini farm on 6+ wooded acres on a quiet knoll in horse country just 2 miles from downtown Southern Pines. Mature pines and evergreens add to this truly spectacular setting which is totally fenced for horses, dogs or children's safety. The updated mid-century home has an abundance of floor to ceiling windows and glass doors with serene, wooded views from most all rooms. Many recent improvements include new interior paint throughout, new toilets, new carpet, new pool liner, and new well holding tank. The vaulted great room is 19 x 24 with hardwood floors, and an oversized wood burning fireplace with gas logs. The 19 x15 (eat-in) Cook's kitchen has a commercial size 5-burner gas range with double ovens, butcher block countertops, oversized brick fireplace, walk-in pantry, new stainless French door refrigerator with water and ice, ample cabinets and counter space with room for a large table or island/bar. Hardwood floors in the master bedroom and all main living areas. Custom solid-surface shelving in his and hers closets plus a third fireplace with gas logs in the master suite. Split plan, office/bedroom has heart of pine floors and stunning wooded views. Great views of the pool from the living room, dining room and master suite. A wet bar with icemaker is conveniently located off the kitchen. The farm is grandfathered to permit horses, has a run-in shed, and detached double carport with additional storage. The home has numerous doggie doors that lead to multiple fenced areas. The farm has an entrance gate and multiple gates for access to the paddocks. HOA dues of $400 per year cover the private road maintenance. The famed Walthour Moss Foundation is just a short hack away and provides thousands of acres of groomed trails for horse and rider. Weymouth Woods Nature Preserve is also within walking distance. Home Warranty provided by Americas Preferred Home Warranty. Best access is off Den Rd.

292 Old Dewberry Ln, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Keller Williams Pinehurst
$635,000
2 Beds ⋅ 3 Baths ⋅ 100472600 MLS
A rare opportunity in the highly desirable Knollwood Heights neighborhood! Single level, well maintained brick ranch with that Mid Century Modern feel nestled on 1.85 acres. The current owners partially remodeled the home in 2011 to include new windows, deck, sun room expansion and kitchen. This stately home offers amazing living & dining spaces, large bedrooms with private baths and two fireplaces. Outside you will find a beautifully landscaped yard with stone walkways, a saltwater pool tucked behind a white picket fence, and there is even a shuffleboard court for entertainment! The location cannot be beat, with short drives to both downtown Southern Pines and the Village of Pinehurst. Just .3 miles from the driveway you will find the entrance to Elizabeth High Rounds Park, White Hall at Reservoir Park and Reservoir Park a 326 acre park open to the public. This park currently offers 2+ miles of trails with more in progress that connects to the Southern Pines Greenway system, an 18 hole Disc Golf course, and a 95 acre lake for fishing, kayaking and paddle boarding enjoyment. Other updates include new pool liner and salt cell and new heat pump in 2023. Currently installed Viking Wall Oven and GE Advantium Oven are not working. Seller is offering a $5,000 credit to buyer towards new ovens. Termite Warranty in place with Canady's through October 2025.

375 Pee Dee Rd, Southern Pines

Courtesy of Better Homes and GardensReal Estate Lifestyle Property Partners/SP

Buyer Representative Pines Sotheby's International Realty
$360,000
3 Beds ⋅ 2 Baths ⋅ 100421763 MLS
Welcome to a piece of mid-century charm in the heart of downtown Southern Pines! This adorable 3 bedroom, 1.5 bathroom cottage blends vintage character with modern comfort, offering a unique and inviting home. Step into a living space adorned with recently refinished original oak hardwood floors, providing a warm and timeless aesthetic. The cozy living room is bathed in natural light and it's fireplace creates an inviting atmosphere that sets the tone for relaxation and gathering. The kitchen, with its retro charm, offers a delightful space for culinary adventures. Outside you'll discover the idyllic surroundings of Southern Pines living. The covered front porch invites you to relax and wave at neighbors, while the screened-in back porch offers a private escape overlooking the expansive yard, stretching over half an acre. Here, tranquility prevails, creating the perfect setting for morning coffee, evening relaxation, or entertaining guests. If you've been looking for a home with character, nostalgia, and a touch of Southern grace, this cottage is a rare find.

515 E Delaware Ave, Southern Pines

Courtesy of Carolina Property Sales

Buyer Representative Berkshire Hathaway HS Pinehurst Realty Group/PH
$2,150,000
4 Beds ⋅ 4 Baths ⋅ 100524886 MLS
One of the last opportunities of its kind--47+ acres in the heart of Southern Pines Horse Country. This rare farm combines the charm of a mid-century ranch home with direct equestrian amenities, including an attached 6-stall center aisle barn with tack and feed rooms, keeping your horses just steps away. A second 6-stall center aisle barn features a 1BR/1BA guest apartment, perfect for visitors or staff. Expansive pastures, a shared pond, and a short hack to the 4,000+ acre Walthour Moss Foundation make this property a true equestrian haven. The rolling topography and exceptional privacy are preserved under a land conservation agreement with Three Rivers Land Trust, which not only protects the land's natural beauty but also provides valuable tax benefits for farm owners. While the home and facilities are in need of updates, the potential is extraordinary--ready for someone with the vision to create a truly remarkable Southern Pines estate.

292 Bump A Long Ln, Southern Pines

Courtesy of Better Homes and GardensReal Estate Lifestyle Property Partners/SP
$325,000
3 Beds ⋅ 3 Baths ⋅ 741466 MLS
Located on the scenic Hyland Hills Golf Course—designed by Carolinas Golf Hall of Fame architect Tom Jackson—this spacious 4-bedroom home offers a unique blend of character, space, and potential. The Owner's Suite is conveniently located on the main floor, while three additional bedrooms upstairs provide privacy and comfort. Enjoy outdoor living with multiple spaces: a ground-level deck, two patios, a large second-floor deck, and a charming balcony—all perfect for relaxing or entertaining. Inside, you'll find a bright, tiled Carolina Room, a kitchen with an island and ample cabinetry, and mid-century modern touches throughout that add timeless appeal. The oversized garage is a hobbyist's dream, complete with two large attached workshops. Beautiful landscaping surrounds the property, enhancing its curb appeal. With great bones and endless potential, this home is ready for your updates and personal touch!

161 Lakeview Drive, Southern Pines

Courtesy of EXP REALTY LLC

Buyer Representative OLD GLORY REALTY
$635,000
2 Beds ⋅ 3 Baths ⋅ 733908 MLS
A rare opportunity in the highly desirable Knollwood Heights neighborhood! Single level, well maintained brick ranch with that Mid Century Modern feel nestled on 1.85 acres. The current owners partially remodeled the home in 2011 to include new windows, deck, sun room expansion and kitchen. This stately home offers amazing living & dining spaces, large bedrooms with private baths and two fireplaces. Outside you will find a beautifully landscaped yard with stone walkways, a saltwater pool tucked behind a white picket fence, and there is even a shuffleboard court for entertainment! The location cannot be beat, with short drives to both downtown Southern Pines and the Village of Pinehurst. Other updates include new pool liner and salt cell and new heat pump in 2023. Currently installed Viking Wall Oven and GE Advantium Oven are not working. Seller is offering a $5,000 credit to buyer towards new ovens. Termite Warranty in place with Canady's through October 2025.

375 Pee Dee Road, Southern Pines

Courtesy of BH&G REAL ESTATE - LIFESTYLE PROPERTY PARTNERS

Buyer Representative NON MEMBER COMPANY

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